DE107730C - - Google Patents

Description

IMPERIAL A

PATENT OFFICE.

If one goes to the one in the patent 107721 The bromine derivatives of the anthraquinone described are primarily aromatic amines one easily and smoothly to products which are described in the patent 86150 Color bodies are extraordinarily similar. So the same z. B. by treating Convert with sulphurizing agents into violet to green wool dyes, which are of excellent quality Are authenticity.

The condensation is expediently carried out at the boiling point of the amine in question, it then proceeds without a condensation agent and in a short time. The bromanthraquinone A gives violet products on condensation, while from bromanthraquinone B (depending on the duration of the reaction) yellow-green respectively. blue-green dyes are produced.

The representation of the violet dyes from bromanthraquinone A is given by the following Example explained:

Example I.

Boil 10 kg of bromanthraquinone A with 100 kg of aniline until everything has dissolved and the melt has taken on a red-violet color, which after a short time the Case is. The reaction product is produced in a known manner by introducing the melt isolated in dilute hydrochloric acid, whereupon it separates out as a violet precipitate. By By recrystallizing from toluene, the new dye is obtained in small purple crystals, which dissolve in pyridine and aniline with a bluish red color.

The representation of the green dyes from the bromanthraquinone B is given by the following Example explained:

Example II.

10 kg of bromanthraquinone B are boiled with 100 kg of p-toluidine. Initially solves the product becomes brownish-red in color, which gradually changes to green. As soon this color change has occurred, the reaction is interrupted (prolonged heating has the formation of the blue-green dye to be described in the next example Episode), cools to 80 ° and mixed with the same volume of alcohol. At the The green dye is precipitated when it cools down, while that formed in small quantities blue-green dye remains in solution. The green dye is obtained in pure form by extracting with cold acetone and recrystallizing from pyridine, from which it is derived deposited in small, dark, shiny crystals. It dissolves in hot aniline and Pyridine of light green color, the solution in cone. Sulfuric acid is yellow when heated changes color to green. The sulphonic acid of the product thus obtained stains chrome-stained and unheated wool in very real yellow-green tones.

If the melt described in the previous example is heated for a longer period of time,

is, as already mentioned above, a blue-green dye.

One proceeds z. B. as follows:

Example III.

10 kg of bromanthraquinone B are heated to boiling with 100 kg of p-toluidine until the solution has taken on an intense green-blue color, which usually occurs after an hour has occurred. You then cool to about 80 ° and work through it in the known manner Soaking in dilute hydrochloric acid. After drying, the reaction product is with Extracted cold acetone, whereby the blue-green dye goes into solution, during the Any yellow-green dye still present in the melt remains undissolved. From the Aceton solution is obtained by precipitating with water and recrystallizing the blue-green dye from glacial acetic acid. The solution of the product in aniline and pyridine is blue-green, in cone. It dissolves with sulfuric acid dirty purple color that turns yellowish brown when heated. The sulfonic acid stains unheated and chrome-stained wool in real blue-green tones.

The processes described in the above examples run completely analogously if one uses other primary aromatic amines instead of the bases used there.

The properties of the condensation products are summarized in the following table.

Table I.

Solution in E.
S.
PQ p-toluidine
(yellow-green) Pyridine aniline i? ₂ SO ₄ cone.
a) in the cold
b) in the warmth Condensation product of
anthraquinone B mi p-toluidine
(blue green) yellow-green yellow-green a) yellow
b) green Condensation product of
Bromanthraquinone A with aniline
(yellow-green) blue green blue green a) dirty purple
b) yellow-brown o-toluidine
(blue green) yellowish green yellowish green a) greenish yellow
b) blue aniline blue-green blue green a) green
b) dirty purple p-xylidine bluish red bluish red a) yellow
b) red-brown α-naphthylamine red-violet red-violet a) dirty yellow-brown
b) dirty yellow-brown violet violet a) greenish yellow
b) dirty blue.

The sulphonation of the products described above proceeds in a completely analogous manner to that it has often been described in similar products.

Example IV.

One wears z. B. 10 kg of that described in Example II Condensationsproductes in 100 kg of monohydrate and heated to water solubility to 60 °. After cooling, the melt is poured into ice water and the Sulphonic acid isolated in a known manner. The sulphonation proceeds in a completely analogous manner when using the other condensation products. The properties of sulfonic acids are compiled in the following table:

Table II.

p-toluidine
(yellow-green) Solution in water Färbu
unheated
W ( ng on
chrome-stained
) lle Sulfonic acid of the condensate
sationsproductes of bromine
anthraquinone B with p-toluidine
(blue green) yellow-green yellow-green yellow-green Sulfonic acid des
Condensation
productes from
Bromanthra
chinon A with aniline
(yellow-green) blue green blue green blue green o-toluidine
(blue green) yellow-green yellow-green yellow-green aniline blue green blue green blue green p-xylidine violet red red-violet red-violet α-naphthylamine brownish red violet violet red-brown Brown Brown.

Claims (1)

Patent Claims:
Process for the preparation of violet to green dyes of the anthracene series, consisting in condensing the bromine derivatives of anthraquinones described in patent 107721 with primary aromatic amines. Procedure for the transfer of the according to 1. available body in water-soluble sulfonic acids, consisting in the fact that the Condensation products treated with sulphurizing agents. >